Rustic Italy Vacation: Tuscany & Emilia Romagna

What to expect on this itinerary
The true path into the heart of the Italian Peninsula is through the food that is experienced during your 8-day culinary tour of Italy in Emilia Romagna and Tuscany. Discover traditional flavors and embrace prestigious culinary arts. Whether searching for luscious olive oil or enjoying fabled wines, your luxurious gastronomy tour features the heritage of rustic cuisine that is found in the celebrated regions of Emilia Romagna and Tuscany.
Customizable Itinerary
Bologna – Arrive in Bologna with a Cultural Tour and Dinner
The splendor of Bologna derives from the preserved, medieval charm that is found in the running arcades, frame boutique shops, exuberant cafes, and restaurants. This city is considered the gastronomic capital of the entire Italian Peninsula. The aromas of simmering meats and indulgent cheeses drift along the cobblestone streets throughout the day and attract locals and visitors to the vendors at outdoor markets or into hidden restaurants that serve the legendary Bolognese pasta or sumptuous tortellini in a fragrant, savory broth.
Your private transfer will greet you at G. Marconi Bologna Airport upon your arrival and escort you to your luxurious hotel, where you can settle into the comforts at the center of the captivating city. Your guide will meet you in the lobby and will be eager to introduce you to the enchanting ambiance of Bologna with a private tour, beginning in the Piazza del Nettuno. The prestigious bronze statue of the sea god adorns the heart of the public square and shines with 16th-century opulence. Your guide will provide insight into the history of the city and its connection to the culinary heart of Italy as you pass the leaning Torre Garisenda, which stands 157 feet tall and leans more than 42 feet from the base to the top.
The towers across the city once acted as signs of wealth for aristocratic families and watchtowers for city defenses. The Gothic allure of the Basilica di San Petronio embodies the former power of the city and dates back to the 14th century. The interior possesses the aroma of frankincense, and the light will filter through the windows, covering the giant sundial that lines the aisle at 222 feet long. In the evening, you will have your first taste of Emilia Romagna’s prestigious cuisine at a Michelin-starred restaurant, where you can indulge in the celebrated flavors of a dish that is similar to a savory soufflé with truffle and asparagus.
What's Included:
Bologna – Visit Famous Cheese and Balsamic Vinegar Facilities
Bologna – Revel in a Truffle Hunting Tour and Bolognese Cooking Class
Tuscany – Sample Artisanal Prosciutto and Famous Florentine Steak
Tuscany – Indulge in Lucca Olive Oil and Traditional Volterra Cooking
Tuscany – Delight in the Ultimate Wine Tour around Siena Province
Tuscany – Enjoy Saffron, Gelato, and Handmade Pasta Excursions
Tuscany – Depart for Home
Trip Highlights
- Savor the extraordinary flavors of Michelin-starred restaurants, celebrating the rustic cuisine of Emilia Romagna and Tuscany with a modern twist
- Sample the layered flavors of Parmigiano Reggiano and balsamic vinegar after learning about the historical process for crafting the famous delicacies
- Indulge in the remarkable wines of Tuscany with a private wine tour that highlights the characteristics of legendary Brunello
- Delight in the luscious aromas and flavors of fabulous Italian olive oil during a private excursion to a family-owned orchard near the Tuscan town of Lucca
- Embrace the robust aromas and rich flavor of the elusive white truffle with a truffle hunt that is followed by a multi-course meal, showcasing provincial cuisine
- Explore the rich, elegant history of Florence with a private guide who introduces you to the artisan craftspeople of the Oltrarno neighborhood
- Discover the elements for creating the perfect gelato with a private lesson that is taught by a celebrated gelato-maker in San Gimignano
- Learn the art of rustic Tuscan and Bolognese cuisine with a selection of captivating cooking classes that focuses on the layers of the authentic dishes
- Taste the elaborate flavors of famous prosciutto as it is produced along the banks of the Po River outside of Bologna
- Revel in the unique recipes of favored dishes in the Siena province that are shaped by the historic ingredient of saffron after visiting a family-owned saffron field
Detailed Description
The cuisine of Italy will inspire and captivate you during your 8-day, custom-tailored, culinary tour of Emilia Romagna and Tuscany. Rich flavors and enchanting traditions will bolster your exploration of the restaurants, markets, cities, and countryside of Italy. You will follow specialist guides and decorated chefs into the heart of culture and experience these regions through preserved gastronomy that highlights the rustic traditions of the kitchen, which can be found inside the private homes of the locals and treasured Michelin-starred restaurants. You will travel from Bologna to Florence, and from Parma to San Gimignano, uncovering the fresh ingredients, historical contexts, and elaborate recipes that shape the coveted flavors of authentic Italian cuisine and the greater authenticity of the Emilia Romagna and Tuscany regions.
Your culinary tour of Italy will begin with three nights in Bologna, which is the capital of Emilia Romagna. The region is famous around the country as Italy’s greatest culinary destination, which spreads from the lowlands of the Po River Valley to the slopes of the Apennines. You will have exceptional guided tours that are led by locals who specialize in the history, culture, and cuisine of the region, and they will immerse you in the abundant aroma and flavors that are found in private kitchens, truffle hunting tours, and the traditional methods for crafting Parmigiano Reggiano cheese, balsamic vinegar, and prosciutto. You will savor the inspiring dishes of Michelin-starred restaurants that highlight a blend of rustic and modern elements in addition to discovering the ways in which locals treasure their culinary heritage.
The splendor of Tuscany will share the essence of the Italian spirit as you spend four nights in a luxurious villa, overlooking the celebrated countryside. You will once again have private tours that are guided by specialists who are knowledgeable in the secrets of local heritage, customary dishes, and authentic cultural history from Lucca to Florence and from Siena to Montalcino. You will find beauty in thriving orchards, opulence in the olive oils, grandeur in the sensational wines, and comfort in the faithful flavors of the rustic cuisine as you learn to craft handmade pasta, gelato, and dishes that highlight the subtle flavor of saffron. The remarkable dishes of Tuscany embody a living history in which you can indulge, and you will experience all of these on your custom tour of the Emilia Romagna and Tuscany regions.
Consider learning more about our travelers’ best Italy travel experiences by reading their Italy travel reviews.
Starting Price
$2,900 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 1117 reviews
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We loved everything about our trip to Tuscany. We had great, comfortable hotels as bases to explore the beautiful countryside and towns. Our hotels had kind, welcoming staff. Zicasso's travel company provided helpful suggestions and reserved non-touristy restaurants and enjoyable, interesting activities: eating in Florence, wine tasting in Montalcino, and cheese making in Pienza.
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Our trip to Venice, Florence, Tuscany, Lake Como, and Milan was exceptionally well planned and executed by Zicasso's tour operator.
The transportation from one location to another was efficient, even when challenged by the high tides in Venice. Overall, the hotels selected were very good. The one in Montalcino was exceptional. Every guide was knowledgeable and professional. We appreciated their willingness to be flexible. Our driver for the ride to Como and back to Milan was personable and exceptional as well.
We really enjoyed the truffle hunting experience, the first wine tasting in Montepulciano, where we met the entire charming family, the cooking class in Bellagio with a chef who treated us like family, and the boat rides on Lake Como and to the islands in the lagoon of Venice. All of the dinner reservations were spot-on and when there was a slight misunderstanding regarding our wine tasting in Bellagio, where the staff at the hotel in Bellagio had no idea what had been arranged by our agency, this was quickly resolved by our guide through texts and emails with the agency.
The only aspect of the trip that could have been improved was day eight, when our activities, travel time, and late dinner reservation resulted in a late-night drive back to the villa. The hotel in Milan was difficult to find at first due to its location not being visible from the street. Once we found it and settled in, it was in an excellent location for our sightseeing. The gifts of sparkling wine at two of our stops was thoughtful and appreciated.
We thank our agent and the staff at the agency for a wonderful trip and would not hesitate to recommend the firm to our friends and family.
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My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.
Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.
Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.
Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.
What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.
Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.
As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.
Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.
The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.
This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.
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The trip Zicasso's travel consultant designed for us was absolutely perfect in every way! The hotel in Florence was a beautiful place to stay. The rooms were very clean and comfortable, and the breakfast was outstanding. I loved seeing art everywhere in the hotel and the staff were helpful and accommodating.
All of our drivers were friendly and helpful. As two women traveling in a country where we didn't speak the language, our drivers made us feel safe and well taken care of.
Our guide for the Uffizi, Accademia, Bargello, and the Duomo was incredible! She enriched our experience with her extensive knowledge base and delightful personality. We formed a fast friendship and were sad when our time with her came to an end. She was one of the highlights of our trip. I can't say enough wonderful things about her!
The wine tours were fabulous! We learned so much about the Chianti region. Each tour was well done, but Montalcino was the stand-out experience. It was so elegant and wonderful. Needless to say, we brought home several bottles...
I can't thank the travel consultant enough. From start to finish, she was absolutely lovely to work with. She understood exactly what we wanted and curated a trip of a lifetime for us! I fell in love with the art, architecture, people, food, and wine of the region, and hope to return someday.
I must also acknowledge our US contact. He was incredibly helpful any time he was called on to assist. So cheerful and positive.
I have already recommended Zicasso to many of my friends. I will certainly look forward to my next trip curated by your company.
Thank you for an incredible experience!
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We had a fantastic experience for a first-time trip to Italy. I wasn't sure how this would be, considering I learned about Zicasso while trying to plan the trip myself. Zicasso put me in touch with a travel specialist and the whole team was incredibly responsive to my many, many questions. If they were ever annoyed, it didn’t show.
I really wanted a smooth experience for my family of five, including three teens, one of whom has Celiac. Our agent was great in helping plan out the experience we wanted. As you may know, it is challenging to find rooms for five in Europe, but the travel company found apartments (usually two bedrooms with a pull-out couch) in the heart of town. You can really customize what you do, but we elected to plan our own meals and handle some of our own transport. We did have one issue where the van driver taking us to the train failed to show. I got one with Uber and the travel company quickly (I mean before we got home quickly!) refunded that amount.
Our contact in Italy was amazing and patient. I can’t give her enough credit. Any time I was unsure of something, she was there. The tours were great, especially Florence and Rome. You may be able to find the companies online, but ours seems to have the connections to get the best guides.
As for meals, we didn’t have any issues. We used an app and got a few recommendations from the travel company and local guides. Even our wine-tasting tour out in Tuscany was accommodating.
I would use our travel company and Zicasso again. I think the only downside is we tried to cram a lot in and it was hot. I probably should have asked for one to two fewer or shorter walking tours, especially on days we switched cities. Otherwise, it was excellent.
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